Free Healdsburg Activities

Annual Mille Car Rally Goes Through Healdsburg!

Mille Vintage Car Rally

The Mille Vintage Car Rally sweeps through Healdsburg in early May as over 50 rare and exotic vintage automobiles have you reminiscing over the days of Mille Miglia, Italy’s famous open road races! These luxury autos wrap around our beautiful Fountain Square with tops down and doors open, giving fans a full display.

Seeing these incredible vintage road racers stills the heart. Imagine up to 4 immaculately kept Mercedes Gullwing classics along with several other illustrious and legendary driving machines.

Ahhh the thrill of it all.  Nothing looks so fast sitting perfectly still as these miraculous machines, while they splash Fountain Square in beautiful racing colors.

The 2019 tour included:

  • 10 Alfa Romeos  ·  1954-1957
  •   4 Jaguars  ·  1956-1958
  •   7 Mercedes-Benz  ·  1955-1957
  • 11 Porsches  ·  1956-1957

Other classic dream machines on display:

Some from as far away as Colombia, Switzerland, Canada and Japan…

  • AC Bristol
  • Aston-Martin
  • SIATA
  • FIAT
  • Ferrari
  • Nash-Healey
  • Austin-Healey
  • Ford
  • Kurtis Kraft
  • Maserati

When this extravaganza rolls into town, there’s an unmistakable air of nostalgic excitement gripping Fountain Square! Look for it in May and get the exact date on our “Happenings” Calendar.

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What Would You Like To Do Next?

Discover all the fun free activities while you’re here, the hidden gems only locals know about, where to find trails around Healdsburg, and of course where to go wine tasting in town or out in the country, along with all the community events happening around town. Welcome to Healdsburg and enjoy your stay!

And feel free to drop us a line and let us know if there’s anything you’d like to see added to our site.